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By the time I was I was in my late teens I had nice size breasts....nice enough to fill a bra. So worked up the courage to buy some lingerie online and when I received it in the mail I was so excited. I couldn't wait to try everything on.... I had brought a white lace bra, matching panties and white suspenders and stockings.....I tried them on...they where a perfect fit. Then I brought more and more. I felt so sexy in lingerie and clothes. Eventually I had a good collection of lingerie and clothes, but I was getting urges.......urges I couldn't control and I had to act on and fulfil..... one of those urges was to meet a guy or a cd online and meet with them in a car park.....in the back of my car with me all dressed up as a cd. I had never crossedressed infront of anyone. So I went on craigslist, posted an ad with pics of me dressed up and it wasnt long before I got flooded with replies. One of these was a 24 yr old guy, who had a chubby build and occasionally crossdressed. Even though it wasn’t protocol for the date to go to her room I was worried. I took the stairs 2 at a time and just as I got to her door it opened and she came out. I lost all the breath in me in one exhale. If I could have whistled I would have. She was gorgeous. Her red hair was done up in curls, her breasts looked perfect in the front of the dress she had picked out.Her makeup was perfect as well. The odd part about that was that she never wore make up in her entire life. She had also traded her glasses for contacts. I was speechless as I held out the corsage. I finally got my ability to speak as I put her corsage on her wrist, and said, “I’m the luckiest man in the whole graduating class. It is my honor to escort you to the Senior Prom, My Lady.”She blushed as I held out my elbow for her to take hold of and lead her down the stairs. Her Mom and Dad both were taking pictures of us as we descended the stairs. We stopped long enough for her Mom and Dad to take about 3 dozen photos..
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